Benzoylacetone
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Basic information
- CAS
93-91-4- Standard SMILES
CC(=O)CC(=O)c1ccccc1- InChIKey
CVBUKMMMRLOKQR-UHFFFAOYSA-N- Molecular formula
- C10H10O2
- Average molar mass
- 162.18 g/mol
- Monoisotopic mass
- 162.06807956
Names & identifiers
- Preferred name
- Benzoylacetone
- IUPAC
- 1-phenylbutane-1,3-dione
- English name
- Benzoylacetone
- Molecular formula
- C10H10O2
- Molecular weight
- 162.19
Names & synonyms
Benzoylacetone93-91-41,3-Butanedione, 1-phenyl-Acetoacetophenone1-Benzoyl-2-propanoneAcetylbenzoylmethane2-Propanone, benzoyl-2-Acetylacetophenonealpha-AcetylacetophenoneI3RUV8U115RefChem:1187881-Phenylbutane-1,3-dione
Show more names
AURORA 9175A-ACETYLHYPNONE-1,3-butanedioneBenzoylpropanone
1-PHENYL-1,3-BUTANEDIONE1-Benzoylacetonebenzoyl acetoneBenzoyl-acetonMFCD000087861-phenyl-butane-1,3-dione.alpha.-AcetylacetophenoneNSC 4015
Database identifiers
- CAS
93-91-4- PubChem CID
- 7166
- DTXSID
DTXSID3021803- ChEMBL
CHEMBL3186793- UNII
- I3RUV8U115
- EC Number
- 202-286-4
- Nikkaji
- J4.688D
Properties
Computed structural propertiesFilling in
- XLogP
- 1.6
- Topological polar surface area
- 34.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 178
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Aromatic Ketones
SpringerMaterials PropertiesBoiling point
Physical DescriptionYellow crystalline powder; [Acros Organics MSDS]
Physicochemical properties
- Melting point
- 54 · 54-56 °C(lit.)
- Boiling point
- 260 · 260-262°C
- Density
- 1.09 g/mL · 1.09 g/mL at 25 °C(lit.)
- refractive index
- 1.5678 · 1.5678 (estimate)
- Flash point
- 260 · 260-262°C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 0.38 g/l · 0.38g/l insoluble
- pka
- 1 · pK1: 8.23 (25°C)
- form
- Crystalline Flakes or Crystalline Powder
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 40% (2 of 5) of reports.
Warning
H315 (60%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 5 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1,3-Butanedione, 1-phenyl-
1,3-Butanedione, 1-phenyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryOral lethal-dose (rat) >500 mg/kg; [RTECS] May cause irritation; [Acros Organics MSDS] See Acetophenone.
Hazard Classes and CategoriesSkin Irrit. 2 (60%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- EK3540200
- hs_code
- 29143900
- Toxicity
- LD orl-rat: >500 mg/kg NCNSA6 5,28,53
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1,3-Butanedione, 1-phenyl-: ACTIVE
Applications
UsesBenzoylacetone has been used as a 1,3-dicarbonyl compound model for studying keto-enol equilibria in aqueous acid and micellar solutions. Additionally, it has been studied using gas-phase electron diffraction and quantum chemistry. It is used as pharmaceutical intermediates.
Preparation methods
PreparationFrom Acetophenone plus Ethylacetate plus Sodium ethoxide, or directly by Acetylation of Acetophenone.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
108 records
Compound notes
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